A Simple and Clean Method for Methoxymethylation of Phenols

A simple and clean procedure for the preparation of methoxymethyl ethers (MOM = CH2 OMe) of phenols having internally hydrogen bonded hydroxy groups is described. Thus treatment of 2,5-dihydroxybenzaldehyde (1) with a 1:1 mixture of methoxymethyl chloride-methyl acetate in ether at room temperatur...

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Main Authors: Ahmad, Faujan, Bruce, Malcolm J.
Format: Article
Language:English
English
Published: 1989
Online Access:http://psasir.upm.edu.my/id/eprint/2614/
http://psasir.upm.edu.my/id/eprint/2614/1/A_Simple_and_Clean_Method_for_Methoxymethylation_of_Phenols.pdf
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author Ahmad, Faujan
Bruce, Malcolm J.
author_facet Ahmad, Faujan
Bruce, Malcolm J.
author_sort Ahmad, Faujan
building UPM Institutional Repository
collection Online Access
description A simple and clean procedure for the preparation of methoxymethyl ethers (MOM = CH2 OMe) of phenols having internally hydrogen bonded hydroxy groups is described. Thus treatment of 2,5-dihydroxybenzaldehyde (1) with a 1:1 mixture of methoxymethyl chloride-methyl acetate in ether at room temperature gives 2.5-bis( methoxymethoxy)benzaldehyde (2) in 57% yield; under similar conditions, the methoxymethyl ether (6) of salicylaldehyde was isolated in 75% yield. Yields of61-81 %, not optimised, of methoxymethyl ethers of several phenols lacking internal hydrogen bonding were also obtained.
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spelling upm-26142013-05-27T07:02:17Z http://psasir.upm.edu.my/id/eprint/2614/ A Simple and Clean Method for Methoxymethylation of Phenols Ahmad, Faujan Bruce, Malcolm J. A simple and clean procedure for the preparation of methoxymethyl ethers (MOM = CH2 OMe) of phenols having internally hydrogen bonded hydroxy groups is described. Thus treatment of 2,5-dihydroxybenzaldehyde (1) with a 1:1 mixture of methoxymethyl chloride-methyl acetate in ether at room temperature gives 2.5-bis( methoxymethoxy)benzaldehyde (2) in 57% yield; under similar conditions, the methoxymethyl ether (6) of salicylaldehyde was isolated in 75% yield. Yields of61-81 %, not optimised, of methoxymethyl ethers of several phenols lacking internal hydrogen bonding were also obtained. 1989 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/2614/1/A_Simple_and_Clean_Method_for_Methoxymethylation_of_Phenols.pdf Ahmad, Faujan and Bruce, Malcolm J. (1989) A Simple and Clean Method for Methoxymethylation of Phenols. Pertanika, 12 (1). pp. 71-78. English
spellingShingle Ahmad, Faujan
Bruce, Malcolm J.
A Simple and Clean Method for Methoxymethylation of Phenols
title A Simple and Clean Method for Methoxymethylation of Phenols
title_full A Simple and Clean Method for Methoxymethylation of Phenols
title_fullStr A Simple and Clean Method for Methoxymethylation of Phenols
title_full_unstemmed A Simple and Clean Method for Methoxymethylation of Phenols
title_short A Simple and Clean Method for Methoxymethylation of Phenols
title_sort simple and clean method for methoxymethylation of phenols
url http://psasir.upm.edu.my/id/eprint/2614/
http://psasir.upm.edu.my/id/eprint/2614/1/A_Simple_and_Clean_Method_for_Methoxymethylation_of_Phenols.pdf